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Used 2021 Toyota Highlander for Sale in

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Chester, MD
Value: 75 miles
Min: 75 milesMax: 75 miles
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Find a Used 2021 Toyota Highlander in Chester, MD

TrueCar has 107 used 2021 Toyota Highlander models for sale in Chester, MD, including a 2021 Toyota Highlander XLE AWD and a 2021 Toyota Highlander LE AWD. Prices for a used 2021 Toyota Highlander in Chester, MD currently range from $18,495 to $111,111, with vehicle mileage ranging from 10,220 to 219,542.

Nationwide Toyota Highlander Listings by Year

VehiclePrice FromCertified Pre-OwnedUnder 100k MilesAccident FreeTotal Available
2025 Toyota Highlander$39,77136 listings64 listings61 listings64 listings
2024 Toyota Highlander$27,990191 listings602 listings572 listings603 listings
2023 Toyota Highlander$25,988267 listings1,221 listings1,107 listings1,236 listings
2022 Toyota Highlander$19,991270 listings1,438 listings1,268 listings1,496 listings
2021 Toyota Highlander$18,49581 listings860 listings735 listings947 listings
2020 Toyota Highlander$18,48524 listings334 listings293 listings396 listings
2019 Toyota Highlander$12,9502 listings474 listings422 listings660 listings
2018 Toyota Highlander$13,6260 listings246 listings249 listings405 listings
2017 Toyota Highlander$12,3760 listings153 listings202 listings318 listings
2016 Toyota Highlander$9,9550 listings83 listings149 listings245 listings

More About the 2021 Toyota Highlander

Toyota Highlander Overview

The Highlander is Toyota's midsize crossover SUV. With a smooth and economical V6 engine and available hybrid, the Highlander is a well-rounded and practical family vehicle. Its cabin greets passengers with easy to use technology and high-quality materials. Outward visibility is superb, and the Highlander has the serene ride of a sedan. Some rivals have more cargo space, and the third-row is snug. Overall, the Highlander is hard to fault.

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What's New on the 2021 Toyota Highlander

New XSE trim adds sportiness to the family SUV. It features a more assertive front fascia. Sport-tuned suspension and rear anti-roll bar. The Highlander is otherwise unchanged for 2021.

Toyota Highlander Pros & Cons

Pros

A hard-to-beat mix of practicality and comfort. Refined gas and hybrid powertrains. Many standard driver safety assists.

Cons

Some rivals are faster and more agile. Snug third row is too tight for adults. Pricier than some competitors.

2021 Toyota Highlander Owner Reviews

4th Generation Toyota Highlander

2020 - Present
Overall Rating
4.8
10 out of 10
Based on 721 Ratings
Performance
4.8
Comfort
4.7
Fuel Efficiency
4.5
Safety Technology
4.7
Features
4.7
All reviews
5.010 out of 10
Performance
5.0
Comfort
4.0
Fuel Efficiency
5.0
Safety Technology
5.0
Features
5.0
Performance
5.0
Comfort
4.0
Fuel Efficiency
5.0
Safety Technology
5.0
Features
5.0
pros
I like the styling of the cabin and the All-Wheel Drive. I like that it is a regular shifter for the transmission, not some buttons or dials.
cons
There is a whistling noise, a known defect on the new highlanders.
Submitted by S B on --- --- ----|2021 Toyota Highlander XLE AWD|Purchased on --- --- ----
5.010 out of 10
Performance
5.0
Comfort
3.0
Fuel Efficiency
5.0
Safety Technology
5.0
Features
5.0
pros
Fuel efficiency
cons
Trunk space is not the best
Submitted by Anonymous Author on --- --- ----|2021 Toyota Highlander Hybrid XLE FWD|Purchased on --- --- ----
5.010 out of 10
Performance
5.0
Comfort
5.0
Fuel Efficiency
5.0
Safety Technology
5.0
Features
5.0
pros
Almost Everything!
cons
Power Steering is a little tight.
Submitted by James R on --- --- ----|2021 Toyota Highlander Hybrid Limited AWD|Purchased on --- --- ----